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Basic Information
CAS No.: 15214-89-8
Name: 2-Acrylamide-2-methylpropanesulfonic acid
Article Data: 17
Molecular Structure:
Molecular Structure of 15214-89-8 (2-Acrylamide-2-methylpropanesulfonic acid)
Formula: C7H13NO4S
Molecular Weight: 207.251
Synonyms: 1-Propanesulfonicacid, 2-acrylamido-2-methyl- (8CI);1-Propanesulfonic acid, 2-methyl-2-[(1-oxo-2-propenyl)amino]-(9CI);2-Methyl-2-[(1-oxo-2-propenyl)amino]-1-propanesulfonic acid;AMPS(sulfonic acid);Acrylamidomethylpropanesulfonic acid;TBAS-Q;tert-Butylacrylamidosulfonic acid;
EINECS: 239-268-0
Density: 1.266 g/cm3
Melting Point: 195-200 °C (dec.)(lit.)
Boiling Point: 412oC
Flash Point: 160 °C
Solubility: water: 1500 g/L (20°C)
Appearance: white powder
Hazard Symbols: CorrosiveC
Risk Codes: 34-21/22
Safety: 26-36/37/39-45
Transport Information: UN 2585 8/PG 3
PSA: 91.85000
LogP: 1.42670
Synthetic route
107-13-1

acrylonitrile

115-11-7

isobutene

15214-89-8

2-acrylamido-2-methylpropanesulfonic acid

Conditions
ConditionsYield
With sulfur trioxide at 8 - 35℃; Temperature;92.2%
Stage #1: acrylonitrile With sulfuric acid In water at -10 - -7℃; for 2h;
Stage #2: isobutene With acetic acid at 10 - 70℃; for 1.5h; Temperature;
92.09%
With methanesulfonic acid; sulfuric acid at 0 - 45℃; under 760.051 Torr; for 1h; Reagent/catalyst; Temperature;82.3%
107-13-1

acrylonitrile

115-11-7

isobutene

A

107-58-4

N-tert-Butylacrylamide

B

15214-89-8

2-acrylamido-2-methylpropanesulfonic acid

C

79-06-1

2-propenamide

Conditions
ConditionsYield
With sulfuric acid at 20℃; for 2h;A n/a
B 87%
C n/a
1072-63-5

1-vinylimidazole

15214-89-8

2-acrylamido-2-methylpropanesulfonic acid

942205-52-9

C7H13NO4S*C5H6N2

Conditions
ConditionsYield
In methanol at 20℃; for 4h;100%
15214-89-8

2-acrylamido-2-methylpropanesulfonic acid

2052-49-5

tetra(n-butyl)ammonium hydroxide

181208-67-3

2-acrylamido-2-methylpropane sulfonic acid tetrabutylammonium salt

Conditions
ConditionsYield
In methanol at 200℃;100%
15214-89-8

2-acrylamido-2-methylpropanesulfonic acid

79-06-1

2-propenamide

polymer, Mw 61 kDa, sulfur content 6.97%, 2-acrylamido-2-methylpropanesulfonic acid units content 22.0 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

polymer, Mw 61 kDa, sulfur content 6.97%, 2-acrylamido-2-methylpropanesulfonic acid units content 22.0 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In ethanol at 50℃; for 24h;99.8%
15214-89-8

2-acrylamido-2-methylpropanesulfonic acid

79-06-1

2-propenamide

polymer, Mw 36 kDa, sulfur content 6.16%, 2-acrylamido-2-methylpropanesulfonic acid units content 18.5 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

polymer, Mw 36 kDa, sulfur content 6.16%, 2-acrylamido-2-methylpropanesulfonic acid units content 18.5 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In ethanol at 50℃; for 24h;99.8%
15214-89-8

2-acrylamido-2-methylpropanesulfonic acid

79-06-1

2-propenamide

polymer, Mw 19 kDa, sulfur content 6.18%, 2-acrylamido-2-methylpropanesulfonic acid units content 19.1 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

polymer, Mw 19 kDa, sulfur content 6.18%, 2-acrylamido-2-methylpropanesulfonic acid units content 19.1 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In isopropyl alcohol at 50℃; for 24h;99.8%
15214-89-8

2-acrylamido-2-methylpropanesulfonic acid

79-06-1

2-propenamide

polymer, sulfur content 9.42%, 2-acrylamido-2-methylpropanesulfonic acid units content 37.6 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

polymer, sulfur content 9.42%, 2-acrylamido-2-methylpropanesulfonic acid units content 37.6 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In ethanol at 50℃; for 24h;99.7%
15214-89-8

2-acrylamido-2-methylpropanesulfonic acid

79-06-1

2-propenamide

polymer, Mw 16 kDa, sulfur content 5.86%, 2-acrylamido-2-methylpropanesulfonic acid units content 17.3 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

polymer, Mw 16 kDa, sulfur content 5.86%, 2-acrylamido-2-methylpropanesulfonic acid units content 17.3 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In ethanol at 50℃; for 24h;99.6%
15214-89-8

2-acrylamido-2-methylpropanesulfonic acid

79-06-1

2-propenamide

polymer, Mw 28 kDa, sulfur content 7.16%, 2-acrylamido-2-methylpropanesulfonic acid units content 22.8 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

polymer, Mw 28 kDa, sulfur content 7.16%, 2-acrylamido-2-methylpropanesulfonic acid units content 22.8 mol%; monomer(s): acrylamide; 2-acrylamido-2-methylpropanesulfonic acid

Conditions
ConditionsYield
With 2,2'-azobis(isobutyronitrile) In ethanol at 50℃; for 24h;99.2%
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Chemistry

Molecular Structure of 2-Acrylamide-2-methylpropanesulfonic acid (CAS NO.15214-89-8):

IUPAC Name: 2-methyl-2-(prop-2-enoylamino)propane-1-sulfonic acid
Molecular Formula: C7H13NO4S
Formula Weight: 207.25
H bond acceptors: 5
H bond donors: 2
Freely Rotating Bonds: 4
Polar Surface Area: 72.06 Å2
Index of Refraction: 1.502
Molar Refractivity: 48.34 cm3
Molar Volume: 163.6 cm3
Surface Tension: 46.5 dyne/cm
Density: 1.266 g/cm3
Melting point: 195-200 °C (dec.)(lit.)
Flash Point: 160 °C
Storage temp: 2-8°C
Water Solubility : 1500 g/L (20°C)
Sensitive : Hygroscopic
InChI
InChI=1/C7H13NO4S/c1-4-6(9)8-7(2,3)5-13(10,11)12/h4H,1,5H2,2-3H3,(H,8,9)(H,10,11,12)
Smiles
O=C(NC(CS(=O)(=O)O)(C)C)C=C
Solublility: Soluble Diformamide, partly soluble in methanol, ethanol, acetone insoluble.
EINECS: 239-268-0
Product Categories: Industrial/Fine Chemicals; monomer; Organic Chemicals; Acrylamide and Methacrylamide; Acrylic Monomers; Monomers

Production

1. Use raw material of acrylonitrile, isobutene reacts with fuming sulfuric acid.
2. In the presence of solvent, firstly sulfonating isobutene to obtain sulfonated intermediates; Then in the presence of sulfuric acid reacts with acrylonitrile.

Toxicity Data With Reference

Organism Test Type Route Reported Dose (Normalized Dose) Effect Source
rat LD50 oral 5400mg/kg (5400mg/kg) BEHAVIORAL: SOMNOLENCE (GENERAL DEPRESSED ACTIVITY)

BEHAVIORAL: CONVULSIONS OR EFFECT ON SEIZURE THRESHOLD

BEHAVIORAL: ATAXIA
Toksikologicheskii Vestnik. Vol. (3), Pg. 34, 2000.

Safety Profile

Hazard Codes: CorrosiveC
Risk Statements: 34-21/22 (Causes burns; Harmful in contact with skin and if swallowed)
Safety Statements: 26-36/37/39-45 (In case of contact with eyes, rinse immediately with plenty of water and seek medical advice; Wear suitable protective clothing, gloves and eye/face protection; In case of accident or if you feel unwell, seek medical advice immediately)
RIDADR: UN 2585 8/PG 3
WGK Germany: 1
RTECS: TZ6658000
HazardClass: 8
PackingGroup: III
HS Code: 29241900
Low toxicity by ingestion. When heated to decomposition it emits toxic vapors of NOx and SOx.

Specification

  2-Acrylamide-2-methylpropanesulfonic acid , with CAS number of 15214-89-8, can be called 1-propanesulfonic acid, 2-methyl-2-[(1-oxo-2-propen-1-yl)amino]- ; 2-(Acryloylamino)-2-methyl-1-propanesulfonic acid . It is a white powder, 2-Acrylamide-2-methylpropanesulfonic acid (CAS NO.15214-89-8) is an important monomer. Its copolymers or homopolymers with different molecular weight can be widely used in textile, oil drilling, water treatment, papermaking, dying, coating, cosmetics, electronics, etc. because of its unique formular structure—containing sulfonic acid group and unsaturated radical, thus showing excellent properties in many aspects.